Winona Holiday Rentals

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Holiday Rentals in Winona

Relaxing Country Stay!
9.6 out of 10, Exceptional, 8 reviews
"Great small property. Clean and neat. Peaceful and beautiful area. Will definitely go back."
The price is NZ$282
includes taxes & fees
14 Jun - 15 Jun
Relaxing Country Stay!
Tranquil Cabins Studio - Tranquil Cabins Studio for 2 nestled in the pines.
The price is NZ$297
includes taxes & fees
10 Jun - 11 Jun
Tranquil Cabins Studio - Tranquil Cabins Studio for 2 nestled in the pines.
Cora's Cabins
3.0 star property
9.6 out of 10, Exceptional, 113 reviews
"The property is perfect. Expedia on the other hand is not perfect. They have the wrong address, no contact info for expedia or the property. For anyone else staying ill help Expedia do their job. Go into the ranch at the end of the road to find the suite."
The price is NZ$238
includes taxes & fees
30 Jun - 1 Jul
Cora's Cabins
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HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟
10.0 out of 10, Exceptional, 203 reviews
"This was our second time to stay at this property. It was so relaxing and peaceful. The property and location were awesome."
HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟
The Cottage at Dogwood Ridge.
10.0 out of 10, Exceptional, 79 reviews
"This beautiful, well-appointed cabin offers a lovely view, a great forepit to sit around and a hot tub. The cabin itself was absolutely adorable. They thought of everything with even having towels for the hot tub. Thank you for sharing your slice of paradise!"
The price is NZ$289
includes taxes & fees
30 Jun - 1 Jul
The Cottage at Dogwood Ridge.
Waterfront - Winding Trail Lodge, Sleeps 6, Enjoy Amenities on Holly Lake Ranch
10.0 out of 10, Exceptional, 209 reviews
"Wonderful house to stay at for a get a way in the woods. Great neighborhood / community. Right off a pond with canoe to use. Stayed here twice."
Waterfront - Winding Trail Lodge, Sleeps 6, Enjoy Amenities on Holly Lake Ranch
Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>
10.0 out of 10, Exceptional, 193 reviews
"My husband and I stayed here for a few days and it was amazing. The cabin has a full kitchen and has all the kitchen utensils/gadgets you need. It rained a bit while we were there but sitting under the tin roof patio watching the rain roll across the water was simply wonderful. The scenery was beautiful and watching the squirrels, birds and deer was so peaceful. The dock has a cano, kayaks and indoor seating. The water is clear and there were 3-4 pound bass swimming under the dock. The cell...
Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>
Vintage Lakefront Cottage, Private Dock, Firepit, 2 Kayaks!
9.8 out of 10, Exceptional, 99 reviews
"Very peaceful and had everything that we might need in the cabin. Had a great time."
Vintage Lakefront Cottage, Private Dock, Firepit, 2 Kayaks!
Luxury Log Cabin in the Premier Resort-Holly Lake Ranch
9.6 out of 10, Exceptional, 143 reviews
"We love this place. Scott is the best host! He is so helpful, great to assist and answer questions. We have stayed here several times and highly recommend 😊"
Luxury Log Cabin in the Premier Resort-Holly Lake Ranch
Cabin with Pond, Trails, and Farm Experience
9.8 out of 10, Exceptional, 61 reviews
"Had a girls trip to the country to relax and it was every bit of what we wanted. Feeding cows, playing with goats, fishing and PARKER! He was the sweetest dog. Perfect description. The Gomez Family are great. Communication is great super friendly. No complaints. I will definitely be bringing my family back.THANK YOU!!"
The price is NZ$428
includes taxes & fees
7 Jun - 8 Jun
Cabin with Pond, Trails, and Farm Experience
Family & Dog Friendly 'Serendipity Estates'!
8.6 out of 10, Excellent, 12 reviews
"Great spot for large family gathering. Seclusion and sizable property with great outdoor spaces. Covered patio and outdoor fireplace were a favorite spot to gather in the evening."
Family & Dog Friendly 'Serendipity Estates'!
4 bedroom 2 bath Sleeps 8
9.6 out of 10, Exceptional, 24 reviews
"We brought our own linen, towels, and pillows of course we used only used a couple of their towels. We left the property in the same condition we found it in. The only thing I really didn't like was the fact that we didn't get to the property until after 10:30 pm and ask for a late check out and was told it would be $75 and we would must be out by 2 pm. The earliest you can check in is 4 pm and check out is 11 am, we only need to check out around noon. We got in so late because we came in for a...
The price is NZ$841
includes taxes & fees
23 Jun - 24 Jun
4 bedroom 2 bath Sleeps 8
SHADY CEDAR LOG CABIN in the WOODS: East TX Spiritual Retrt w 42ac, Pool access
10.0 out of 10, Exceptional, 5 reviews
"Lovely property. Great for a peaceful getaway."
The price is NZ$279
includes taxes & fees
23 Jun - 24 Jun
SHADY CEDAR LOG CABIN in the WOODS: East TX Spiritual Retrt w 42ac, Pool access
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
10.0 out of 10, Exceptional, 53 reviews
"We had a great stay here! The house was clean and well equipped for a family overnight stay."
The price is NZ$518
includes taxes & fees
10 Jun - 11 Jun
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi
Welcome to the “The Barn”.
10.0 out of 10, Exceptional, 43 reviews
"Beautiful property in a stunning location. Immaculately clean. Pool was beautiful. Owners live next door and are easily reachable and so helpful. Overall a wonderful stay! Thank you"
Welcome to the “The Barn”.
STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟
10.0 out of 10, Exceptional, 39 reviews
"Very nice house."
The price is NZ$505
includes taxes & fees
1 Jul - 2 Jul
STAY TYLER @ NEWMO (ALAMO 2)⭐️🌟
Stay in this beautiful country home!
9.6 out of 10, Exceptional, 23 reviews
"AC did not work. Wet hallway carpet. Water standing on back patio. Rickety dining chairs. All older men in our group. Fishing at nearby lakes. Overall it was a nice place good location. Hot tub was great. Very clean. Nice amenities."
Stay in this beautiful country home!
STAY TYLER @ parklen- 2 mins away from hospitals
10.0 out of 10, Exceptional, 75 reviews
"Cute house and super convenient to the hospital. Great communication by the host! The check-in process was simple and easy. Highly recommend!"
The price is NZ$464
includes taxes & fees
10 Jun - 11 Jun
STAY TYLER @ parklen- 2 mins away from hospitals
Amazing Private Oasis n Resort Heated Pool Hot Tub
10.0 out of 10, Exceptional, 32 reviews
"We enjoy Teal Paradise so much that we keep coming back. This summer was our 3rd stay and our grands are already talking about coming back next summer. It is the perfect set up for our family of 8 adults and 5 children. We all have room to spread out in the spacious home and the outdoor area is unbeatable. Everything from the sparkling pool, hot tub, outdoor seating, fire pit, gas grill and lush landscaping make for a great outdoor experience. Only problem is the weekend was too short. Cindy is...
Amazing Private Oasis n Resort Heated Pool Hot Tub
Cozy Tiny Home in Heart of East Texas
9.8 out of 10, Exceptional, 21 reviews
"The space was very clean and cozy , the bed was so comfortable everything was nice"
The price is NZ$254
includes taxes & fees
30 Jun - 1 Jul
Cozy Tiny Home in Heart of East Texas
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See all available properties in Winona
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Winona you may be interested in

La Quinta Inn & Suites by Wyndham Tyler South
3.0 star property
8.6 out of 10, Excellent, 1,000 reviews
"Very pleased with our stay here. Clean, quiet and comfortable. The staff were all very nice. Next time we visit Tyler we'll stay here again. "
The price is NZ$165
includes taxes & fees
16 Jun - 17 Jun
La Quinta Inn & Suites by Wyndham Tyler South
Holiday Inn Express Suites South - Tyler, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, 870 reviews
"Good place to stay."
The price is NZ$182
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Express Suites South - Tyler, an IHG Hotel
Days Inn & Suites by Wyndham Tyler
2.5 star property
7.4 out of 10, Good, 1,001 reviews
"Very clean. Bed was very comfortable. Check in was easy. Desk clerk went above and beyond."
The price is NZ$142
includes taxes & fees
9 Jun - 10 Jun
Days Inn & Suites by Wyndham Tyler
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winona holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winona. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winona. Seeing all the best attractions is bound to make you fall in love with Winona. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winona short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday rentals in Winona close to Mrs. Lee's Daffodil Garden, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winona has to offer?

STAY TYLER @Alamo Lux Livin up to 11-Fast wifi : This holiday home rental outside of Winona offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Winona?

Explore the area and family-friendly sights such as Mrs. Lee's Daffodil Garden, or get out into nature at a spot like Tyler State Park. Jarvis Christian College and Texas College are a couple of places you'll find in the wider area.

What’s a holiday rental in Winona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winona. Holiday rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips.

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